Weekday (YC W21)

Sales Hunter – IT Services

Weekday (YC W21)

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇺🇸 United States

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Salary

💰 $180,000 - $200,000 per year

Job Level

SeniorLead

About the role

  • Own the complete sales lifecycle—prospecting, pitching, solution alignment, negotiation, and closure for new enterprise accounts.
  • Deliver USD $5M–$10M in annual recognized revenue through multi-year IT services contracts.
  • Build and nurture relationships with senior stakeholders, including C-level executives and functional leaders.
  • Identify white-space opportunities and align business challenges with suitable IT services offerings.
  • Partner with delivery, presales, and solution architecture teams to craft customized solution proposals.
  • Maintain a healthy sales pipeline and provide accurate forecasts.
  • Represent the organization at industry events, partner forums, and digital platforms relevant to IT services.

Requirements

  • 15+ years of experience in IT services sales covering application services, managed services, digital services, or consulting-led engagements.
  • Minimum 5 years in a pure new-business hunter capacity selling to large enterprise customers.
  • Proven track record of closing multi-million-dollar IT services deals.
  • Strong consultative selling capabilities and ability to lead complex solution conversations.
  • Demonstrated collaboration with presales and delivery teams for tailored solution creation.
  • Excellent communication and executive relationship–building skills.
  • Consistent career tenure of 3–5 years per organization.
  • Previous experience in IT services organizations is mandatory.
  • Must be authorized to work in the U.S. without sponsorship.
  • Flexibility to travel based on business needs.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
IT services salesapplication servicesmanaged servicesdigital servicesconsulting-led engagementssolution proposalssales pipeline managementrevenue forecastingnegotiationprospecting
Soft skills
consultative sellingrelationship buildingcommunicationcollaborationsolution alignmentnegotiation skillsexecutive engagementflexibilityleadershiporganizational skills